Jump to main content
Jump to site search

Issue 3, 2005
Previous Article Next Article

Chiral bidentate aminophosphineligands: synthesis, coordination chemistry and asymmetric catalysis

Author affiliations

Abstract

Chiral aminophosphines Ph2PN(R)(CH2)nN(R)PPh21–4 [n = 2, R = CH(CH3)(Ph) 1; n = 3, R = CH(CH2CH3)(Ph) 2, n = 2, R = CH(CH3)(1-naphthyl) 3; n = 2, R = CH(CH3)(C6H11) 4] were synthesized by the reaction of ClPPh2 with the appropriate easily accessible enantiopure amine building blocks. For compounds 1 and 2, the corresponding selenides 5 and 6 were prepared to determine the electronic character of the phosphine moieties. By reaction of 1 with either PdCl2(cod) or PdCl(CH3)(cod) the cis-complexes 7 and 8 were obtained. The molecular structure for complex 7, cis-[PdCl2(1)], was determined by X-ray crystallography. Reaction of PtCl2(cod) with 1 or 2 yielded the corresponding monomeric cis-isomers 9 and 10. The rhodium derivative [RhCl(CO)(1)] (11) was obtained as a mixture of cis and trans-isomers. Preliminary results in the rhodium catalyzed hydroformylation of styrene and vinyl acetate, with ee's up to 51% and high regioselectivities, showed the potential of these chiral aminophosphines for homogeneous catalysis.

Graphical abstract: Chiral bidentate aminophosphine ligands: synthesis, coordination chemistry and asymmetric catalysis

Back to tab navigation

Supplementary files

Article information


Submitted
23 Sep 2004
Accepted
26 Nov 2004
First published
04 Jan 2005

Dalton Trans., 2005, 512-517
Article type
Paper

Chiral bidentate aminophosphine ligands: synthesis, coordination chemistry and asymmetric catalysis

E. J. Zijp, J. I. van der Vlugt, D. M. Tooke, A. L. Spek and D. Vogt, Dalton Trans., 2005, 512
DOI: 10.1039/B414668A

Social activity

Search articles by author

Spotlight

Advertisements